Director - Product Owner, BI Payments and Billing Transformation

Travelers • Hartford, CT

5d • $120,400 - $198,700

About The Position

Travelers is seeking a Director, Product Owner to join the Business Insurance SP&E Product and Platform Modernization organization in support of the Payments and Billing Transformation (PBT) program — a high-priority, enterprise-led initiative to modernize billing and payment capabilities across Travelers.

This is a defining role for someone who builds clarity out of complexity. PBT is actively shaping its delivery roadmap, and the Director, Product Owner will play a central role in that process — working across Business Insurance, Corp Technology, and enterprise partners to define scope, drive decisions, and move work forward where direction is still forming. The right candidate is a mature product leader who earns trust quickly, navigates ambiguity with confidence, and brings the planning discipline and enterprise judgment to deliver outcomes on a program of this scale and visibility.

Requirements

• Bachelor’s degree.
• Two years of experience in Agile product management.
• Three or more years of experience articulating and translating business strategy, product vision, and analysis into delivery-ready execution preferred.
• Deep Agile fluency — not just familiarity with ceremonies and artifacts, but a mature practitioner who can instill strong agile principles within teams, challenge anti-patterns, and adapt frameworks to program-scale delivery contexts.
• Strong organizational and planning discipline — ability to develop and maintain workstream-level delivery roadmaps, sequence work against program milestones, and manage a complex dependency landscape across teams and organizational boundaries.
• Demonstrated comfort operating in ambiguity — able to advance work through informed assumptions and structured hypotheses when requirements are incomplete, SME access is limited, or organizational direction is still forming.
• Familiarity with billing, payments, data engineering, or financial systems domains — particularly within commercial insurance or financial services — preferred.
• Demonstrated ability to build enterprise-wide relationships and drive decisions across organizational boundaries without formal authority — earning credibility through knowledge, follow-through, and sound judgment.
• Strong executive communication skills — able to translate complex program status, risks, and delivery plans into clear, concise narratives for senior leadership.
• Product Mindset: Ability to define a product value proposition aligned to circle and value stream objectives, and hold that vision as the north star while navigating day-to-day delivery complexity.
• Business Acumen: Ability to connect workstream-level decisions to the broader Business Insurance operating model — understanding how billing and payment capabilities affect agents, customers, and enterprise financial controls.
• Influence: Ability to shape behaviors and align priorities across leaders at all levels, including outside direct reporting relationships.
• Collaboration: Proven ability to work across cross-functional, multi-team environments — including with managed service and partner teams operating under different delivery models.
• Emerging Technology Fluency: Comfort evaluating and piloting AI-assisted tools and practices within a product delivery context; ability to assess feasibility, design structured evaluations, and build adoption across teams.
• Three years of work experience in related field.
• Three years of experience motivating/influencing teams.

Nice To Haves

• Familiarity with billing, payments, data engineering, or financial systems domains — particularly within commercial insurance or financial services — preferred.

Responsibilities

• Define, prioritize, and maintain a ready backlog across one or more value streams — including in conditions of ambiguity, where requirements are incomplete or SME access is constrained; advance work through informed assumptions, structured hypotheses, and disciplined validation as decisions become available.
• Lead a federated delivery model across multiple agile teams — engineers, architects, BAs, and delivery leads — across a broad scope of billing, analytics, and platform workstreams; establish delivery rhythm and momentum even where none previously existed.
• Own product delivery outcomes within a technically complex transformation landscape — stepping into scope gaps, restructuring stalled backlogs, and applying proven delivery patterns to restore momentum when needed.
• Partner with MSA-owned application teams to align on scope, sequence, and delivery standards — coaching toward agile practices, restructuring backlogs to reflect true scope, and maintaining delivery accountability across organizational boundaries.
• Facilitate financial, controls, and business rules conversations with subject matter experts across BI and Corp Technology — translating complex, often under documented requirements into well-defined, execution-ready backlog items.
• Partner with Circle Lead, Tech Leads, Delivery Leads, and Architecture to remove impediments, resolve cross-team dependencies, and maintain delivery velocity.
• Own delivery planning at the workstream level — developing clear plans, sequencing work against program milestones, and proactively identifying and managing dependencies across teams, value streams, and organizational boundaries before they become blockers.
• Maintain a disciplined view of risks, assumptions, and constraints across assigned workstreams — communicating proactively to leadership and adjusting plans with speed and precision when conditions change.
• Build and sustain a broad network of relationships across Business Insurance, Corp Technology, and enterprise partners — leveraging those relationships to accelerate decisions and surface risks early.
• Serve as a trusted product voice across organizational boundaries — earning credibility with technical leads, architects, delivery leads, and senior business stakeholders through demonstrated knowledge, follow-through, and sound judgment.
• Facilitate alignment and decision-making across teams and organizations that do not share a reporting structure — navigating competing priorities, conflicting constraints, and ambiguous ownership to drive resolution.
• Leverage institutional knowledge of Business Insurance products, processes, and systems to identify and correct consequential decisions heading in the wrong direction.
• Represent the product perspective in business readiness discussions, and cross-functional planning sessions, requirements workshops and contribute to strategic conversations as scope and priorities evolve.
• Foster an innovative, inclusive team environment — promoting collaboration, self-organization, and continuous improvement within and across teams.
• Manage stakeholder relationships across Business Insurance, Corp Tech, Enterprise, and managed service partners — maintaining credibility and alignment across organizational boundaries.
• Lead the product organization’s AI and emerging technology agenda — representing PBT in enterprise AI initiatives, designing evaluation frameworks for AI-assisted product tools, and driving adoption of practices that improve team velocity and delivery quality.
• Share best practices across teams to ensure alignment and consistency in ways of working within the value stream.
• Actively seek opportunities to expand impact beyond core delivery accountability — contributing to strategic planning, capability development, and organizational priorities as they emerge.
• Perform other duties as assigned.

Benefits

• Health Insurance: Employees and their eligible family members – including spouses, domestic partners, and children – are eligible for coverage from the first day of employment.
• Retirement: Travelers matches your 401(k) contributions dollar-for-dollar up to your first 5% of eligible pay, subject to an annual maximum. If you have student loan debt, you can enroll in the Paying it Forward Savings Program. When you make a payment toward your student loan, Travelers will make an annual contribution into your 401(k) account. You are also eligible for a Pension Plan that is 100% funded by Travelers.
• Paid Time Off: Start your career at Travelers with a minimum of 20 days Paid Time Off annually, plus nine paid company Holidays.
• Wellness Program: The Travelers wellness program is comprised of tools, discounts and resources that empower you to achieve your wellness goals and caregiving needs. In addition, our mental health program provides access to free professional counseling services, health coaching and other resources to support your daily life needs.
• Volunteer Encouragement: We have a deep commitment to the communities we serve and encourage our employees to get involved. Travelers has a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice.

What This Job Offers

• Job Type: Full-time
• Career Level: Director